CHEBI:67557 - 7-epi-zeaenol

ChEBI IDCHEBI:67557
ChEBI Name7-epi-zeaenol
Stars
ASCII Name7-epi-zeaenol
DefinitionA macrolide that is a C-7 epimer of zeaenol. Isolated from Fungi, it exhibits inhibitory activity against NF-κB.
Last Modified19 July 2013
DownloadsMolfile
FormulaC19H24O7
Net Charge0
Average Mass364.394
Monoisotopic Mass364.15220
SMILESCOc1cc(O)c2c(c1)/C=C/C[C@H](O)[C@H](O)[C@H](O)/C=C/C[C@H](C)OC2=O
InChIInChI=1S/C19H24O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,14-15,18,20-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,14+,15-,18+/m0/s1
InChIKeyBPOLRDGTYHVUAY-OURSJTMWSA-N
Species of MetaboliteComponentSourceComments
Fungi- PubMed (21513293) MeOH-CHCl3(1:1) extract of Mycosynthetix fungus isolated from leaflitter Strain: MSX 63935
Roles Classification
Biological Roles:
NF-kappaB inhibitor  An inhibitor of NF-κB (nuclear factor κ-light-chain-enhancer of activated B cells), a protein complex involved in the transcription of DNA.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
7-epi-zeaenol (CHEBI:67557) has role metabolite (CHEBI:25212)
7-epi-zeaenol (CHEBI:67557) has role NF-κB inhibitor (CHEBI:73240)
7-epi-zeaenol (CHEBI:67557) is a aromatic ether (CHEBI:35618)
7-epi-zeaenol (CHEBI:67557) is a macrolide (CHEBI:25106)
7-epi-zeaenol (CHEBI:67557) is a phenols (CHEBI:33853)
7-epi-zeaenol (CHEBI:67557) is a secondary alcohol (CHEBI:35681)
IUPAC Name 
(3S,5E,7R,8S,9S,11E)-7,8,9,16-tetrahydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecin-1-one
Synonyms  Source
(2E,5S,6S,7R,8E,11S)-5,6,7,15-tetrahydroxy-17-methoxy-11-methyl-12-oxabicyclo[12.4.0]octadeca-1(14),2,8,15,17-pentaen-13-oneChEBI
paecilomycin FChEBI
Registry NumbersSources
Reaxys:21523298Reaxys
Citations